US10039837B2ActiveUtilityA1

Multi-arm polyethylene glycol-azido derivative

48
Assignee: JENKEM TECH CO LTD TIANJINPriority: Dec 2, 2013Filed: Jun 1, 2016Granted: Aug 7, 2018
Est. expiryDec 2, 2033(~7.4 yrs left)· nominal 20-yr term from priority
C08G 65/33396C08G 65/337C08G 65/33327C08G 65/332C08G 65/33337A61K 47/60C08G 65/3346C08G 65/333C08G 2650/30C08G 65/33331C08G 65/325A61K 47/48215
48
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References
18
Claims

Abstract

Provided is a multi-arm polyethylene glycol-azido derivative of general formula I, wherein R is a central molecule, which is selected from a polyhydroxy structure, a polyamino structure or a polycarboxyl structure; n is the number of branches or arms, n≥3; PEG is the same or different —(CH 2 CH 2 O) m —, the average value of m being an integer from 3 to 250; X is a linking group of a azido end group; k is the number of the branches having the azido end group; F is selected from the group consisting of amino, carboxyl, sulfhydryl, ester group, maleic imide group and acrylic group; and Y is a linking group of an end group F.

Claims

exact text as granted — not AI-modified
The invention claimed is: 
     
       1. A multi-arm polyethylene glycol-adizo derivative having a structure of a general formula I: 
       
         
           
           
               
               
           
         
         wherein: 
         R is a central molecule and R is pentaerythritol or polypentaerythritol structure, methyl glucoside, sucrose, glycerol or polyglycerol structure; 
         n is the number of branches or the number of arms, n≥3; 
         PEG is the same or different —(CH 2 CH 2 O) m —, m is an integer of average value of 3-250; 
         X is a linking group of a azido end group, selected from the group consisting of C 1-12  alkyl, aryl alkyl, ester group, carbonate group, amide group, amide ester group, ether group, urethane group; 
         k is the number of the branches having the azido end group, 2≤k≤n; 
         F is an active end group different from the azido, selected from the group consisting of amino, carboxyl, sulfhydryl, ester group, maleic imide group and acrylic group; 
         Y is a linking group of an end group F, selected from the group consisting of (CH 2 ) i , (CH 2 ) i NH, (CH 2 ) i OCOO—, (CH 2 ) i OCONH—, (CH 2 ) i NHCOO—, (CH 2 ) i NHCONH—, OC(CH 2 ) i COO—, (CH 2 ) i COO—, (CH 2 ) i CONH; i is an integer of 1-10. 
       
     
     
       2. The multi-arm polyethylene glycol-adizo derivative of  claim 1 , wherein, the multi-arm polyethylene glycol-azido derivative having a structure of a general formula II:
   R-|-PEG-X—N 3 ] k   (II).
 
 
     
     
       3. The multi-arm polyethylene glycol-adizo derivative of  claim 1 , wherein, the multi-arm polyethylene glycol-azido derivative having a structure of a general formula III: 
       
         
           
           
               
               
           
         
       
     
     
       4. The multi-arm polyethylene glycol-adizo derivative of  claim 1 , wherein, R is 
       
         
           
           
               
               
           
         
       
       
         
           
           
               
               
           
         
       
       wherein 1 is an integer of ≥1 and ≤10. 
     
     
       5. The multi-arm polyethylene glycol-adizo derivative of  claim 1 , wherein, 3≤n≤22. 
     
     
       6. The multi-arm polyethylene glycol-adizo derivative of  claim 1 , wherein, 3≤n≤6. 
     
     
       7. The multi-arm polyethylene glycol-adizo derivative of  claim 1 , wherein, 2≤k≤16. 
     
     
       8. The multi-arm polyethylene glycol-adizo derivative of  claim 1 , wherein, k is 2, 4, 6, 8, 10, 12, 14 or 16. 
     
     
       9. The multi-arm polyethylene glycol-adizo derivative of  claim 4 , wherein, l is 1, 2, 3, 4, 5 or 6. 
     
     
       10. The multi-arm polyethylene glycol-adizo derivative of  claim 1 , wherein, m is an integer of average value of 68-227. 
     
     
       11. The multi-arm polyethylene glycol-adizo derivative of  claim 1 , wherein, X is selected from the group consisting of (CH 2 ) i , (CH 2 ) i NH, (CH 2 ) i OCOO—, (CH 2 ) i OCONH—, (CH 2 ) i NHCOO—, (CH 2 ) i NHCONH—, OC(CH 2 ) i COO—, (CH 2 ) i COO—, (CH 2 ) i CONH, (CH 2 ) i COO—. 
     
     
       12. The multi-arm polyethylene glycol-adizo derivative of  claim 1 , wherein, Y is selected from the group consisting of (CH 2 ) i , (CH 2 ) i NH, (CH 2 ) i COO—, (CH 2 ) i CO—. 
     
     
       13. The multi-arm polyethylene glycol-adizo derivative of  claim 11 , wherein, i is 1, 2, 3, 4 or 5. 
     
     
       14. The multi-arm polyethylene glycol-adizo derivative of  claim 12 , wherein, i is 1, 2, 3, 4 or 5. 
     
     
       15. The multi-arm polyethylene glycol-adizo derivative of  claim 1 , wherein, F is —NH 2 , —COOH, —OCH 3 , 
       
         
           
           
               
               
           
         
       
     
     
       16. The multi-arm polyethylene glycol-adizo derivative of  claim 1 , wherein, the multi-arm polyethylene glycol-adizo derivative is shown as: 
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
       
     
     
       17. A multi-arm polyethylene glycol-adizo derivative, wherein, the multi-arm polyethylene glycol-adizo derivative having a structure of following general formula: 
       
         
           
           
               
               
           
         
         wherein, 
         l is 1, 2, 3, 4, 5 or 6; 
         X is a linking group of an azido end group, selected from the group consisting of C 1-12  alkyl, aryl alkyl, ester group, carbonate group, amide group, amide ester group, ether group, urethane group. 
       
     
     
       18. A multi-arm polyethylene glycol-adizo derivative, wherein, the multi-arm polyethylene glycol-adizo derivative having a structure of following general formula: 
       
         
           
           
               
               
           
         
         wherein, 
         l is 1, 2, 3, 4, 5 or 6; 
         X is a linking group of an azido end group, selected from the group consisting of C 1-12  alkyl, aryl alkyl, ester group, carbonate group, amide group, amide ester group, ether group, urethane group.

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